Computational study on the iodobenzene-catalyzed oxidative cyclization of a δ-alkynyl β-ketoester - Université de Pau et des Pays de l'Adour Access content directly
Journal Articles ARKIVOC - Online Journal of Organic Chemistry Year : 2022

Computational study on the iodobenzene-catalyzed oxidative cyclization of a δ-alkynyl β-ketoester

Abstract

The iodobenzene-catalyzed oxidative cyclization of a δ-alkynyl β-ketoester has been investigated by density functional theory (DFT) calculations at the CPCM(acetonitrile)/B3LYP/6-311++G(d,p)//B3LYP/SDD(I) levels. Three different mechanisms were considered for this process, and of the three, activation of the alkyne by a hypervalent iodine species followed by cyclization was found to be the most likely pathway based upon our computational results.
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Dates and versions

hal-03817407 , version 1 (17-10-2022)

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Cite

Smaher E Butt, Arantxa Rodríguez, Jean-Marc Sotiropoulos, Wesley J Moran. Computational study on the iodobenzene-catalyzed oxidative cyclization of a δ-alkynyl β-ketoester. ARKIVOC - Online Journal of Organic Chemistry, 2022, 2022, pp.19 - 26. ⟨10.24820/ark.5550190.p011.745⟩. ⟨hal-03817407⟩
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